First total synthesis of (−)-diospongin B

Chandrasekhar, S. ; Shyamsunder, T. ; Jaya Prakash, S. ; Prabhakar, A. ; Jagadeesh, B. (2006) First total synthesis of (−)-diospongin B Tetrahedron Letters, 47 (1). pp. 47-49. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tetlet.2005.10.129

Abstract

The first total synthesis of (−)-diospongin B has been achieved starting from benzaldehyde using chiral allylation, a base catalyzed conjugate addition of an α,β-unsaturated ester and an intramolecular oxy-Michael reaction as the key steps in 16% overall yield.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Keck Allylation; Base Catalyzed Conjugate Addition; Intramolecular Oxy-Michael Reaction; Diospongin B; Substituted Tetrahydropyran
ID Code:62400
Deposited On:22 Sep 2011 03:28
Last Modified:22 Sep 2011 03:28

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